124918-14-5

Basic information

• Product Name: 1-benzyl-3β-[4(S)-phenyloxazolidin-2-one-3-yl]-4β-[2-(2-furyl)ethenyl]-azetidin-2-one
• Synonyms: 1-benzyl-3β-[4(S)-phenyloxazolidin-2-one-3-yl]-4β-[2-(2-furyl)ethenyl]-azetidin-2-one
• CAS NO: 124918-14-5
• Molecular Weight: 414.461
• Mol File: 124918-14-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1-benzyl-3β-[4(S)-phenyloxazolidin-2-one-3-yl]-4β-[2-(2-furyl)ethenyl]-azetidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl-3β-[4(S)-phenyloxazolidin-2-one-3-yl]-4β-[2-(2-furyl)ethenyl]-azetidin-2-one(124918-14-5)
• EPA Substance Registry System: 1-benzyl-3β-[4(S)-phenyloxazolidin-2-one-3-yl]-4β-[2-(2-furyl)ethenyl]-azetidin-2-one(124918-14-5)

Safety Data

• Hazardous Substances Data: 124918-14-5(Hazardous Substances Data)

Upstream product

• 123882-32-6 2-[(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl]acetic acid 
• 99333-53-6 ethyl 2-[(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl]acetate 
• 99395-88-7 (S)-4-phenyl-2-oxazolidinone 
• 60729-80-8 (S)-2-((ethoxycarbonyl)amino)-2-phenylacetic acid 
• 99333-55-8 2-(4(S)-phenyloxazolidin-2-on-3-yl)acetyl chloride 
• 99333-58-1 1-benzyl-4-(2-furyl)-1-azabuta-1,3-diene 
• 108493-65-8 (S)-ethyl (2-hydroxy-1-phenylethyl)carbamate 
• 39511-08-5 (E)-3-(2-furanyl)-2-propenal 
• 100-46-9 benzylamine 
• 2935-35-5 (S)-2-phenylglycine 

Downstream Products

• 99333-65-0 1-benzyl-3β-((S)-2-oxo-4-phenyloxazolidin-3-yl)-4β-[2-(2-furyl)ethyl]azetidin-2-one 

Relevant articles and documents

Process and intermediates for beta-lactam antibiotics

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Process and intermediates for β-lactam antibiotics

1-Benzyl (or substituted benzyl)-3β-[4(S)-aryloxazolidin-2-one-3-yl]-4β-(2-arylvinyl)azetidin-2-ones are provided via cycloaddition of a 4(S)-aryloxazolidin-2-one-3-ylacetyl halide and an imine formed with a benzylamine and a 3-arylacrolein, e.g. cinnamaldehyde. The azetidinones are useful chiral intermediates in an asymmetric synthesis of 1-carba(1-dethia)-3-hydroxy-3-cephem-4-carboxylic acids and esters and to monocyclic β-lactam antibiotics.

The asymmetric synthesis of β-lactam antibiotics. I. Application of chiral oxazolidones in the Staudinger Reaction

The reactions of oxazolidone with N-benzylimines proceed with exceptional levels of asymmetric induction to form the cycloadducts. Subsequent dissolving metal reduction affords the homochiral β-lactam derivatives in good overall yield.